Here is what a typical day looks like Lead, coach, and inspire a high‑performing team of Commercial Sales Representatives from onboarding through ongoing development.

Create a positive, collaborative team culture that aligns with Western’s mission and drives robust sales results.

Support reps in client meetings, presentations, and closing opportunities to help them succeed and grow.

Ensure accuracy in sales processes, data entry, and policy reviews to deliver a seamless client experience.

Provide hands‑on coaching through shadowing and real‑time feedback to elevate sales performance.

Monitor team metrics, identify productivity opportunities, and contribute to business planning and reporting.

The value you bring Level 2 License and at least 2 years of Commercial insurance experience.

Robust leadership skills with the ability to coach, mentor, and motivate others.

High attention to detail and strong decision‑making abilities.

Ability to work in a rapid‑paced environment with excellent organizational and prioritization skills.

Solid results orientation and strategic thinking.

Familiarity with sales processing, lead management, and routing.

Role Details Hours: Full Time, Permanent - Availability to work a total of 37.5 hours/week Location: In Office Role in Winnipeg Current Vacancy: Yes Compensation: $ 55,000 – $ 68,000 Eligible for discretionary quarterly performance bonus Requisition #: 82909 Why Western? Western’s people-first culture,



grounded in our guiding principles of Truthfulness, Fairness, Value, and Loyalty, is recognized across Canada and strengthened by our commitment to wellness, flexibility, and meaningful community impact.

Highlights include: 14 Paid Wellness Days, 3 weeks’ vacation, company matching savings programs, and 100% employer paid group benefits for eligible employees Over 1,500 volunteer hours supporting 160+ charities in 2024–2025 through the Western Financial Group Communities Foundation.

Our Commitment to Inclusion: At Western, we strive to create an accessible, equitable, and inclusive workplace where everyone feels valued and can thrive.

As an equal opportunity employer, we encourage applicants of all backgrounds to apply, even if your experience doesn’t perfectly match every qualification.

If you need assistance or an accommodation during the hiring process, please contact or visit our Careers page.

Our Human First Hiring Approach: We do not use artificial intelligence to screen, assess, or select applicants.

All applications are personally reviewed by Western’s Talent Acquisition Consultants.

As part of our hiring process, we use standardized, scientifically validated skills assessments (nonAI), and all results are reviewed by our hiring team.

Ready to Apply? If making a meaningful impact in your community and growing your career in a supportive, purpose-driven environment excite you, we’d love to hear from you.

📌 Commercial Sales Team Lead (Winnipeg)
🏢 Western Financial Group
📍 Winnipeg